2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 18507414, compound

HRID 1355876Notes

Reaction equation

HRID 1355876 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[C:5]([C:10]#[N:11])=[C:4]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)[N:3]=1.C1(C2[O:25]N2S(C2C=CC=CC=2)(=O)=O)C=CC=CC=1>ClCCl>[NH2:1][C:2]1[N:7]=[C:6]([S:8]([CH3:9])=[O:25])[C:5]([C:10]#[N:11])=[C:4]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)[N:3]=1

Participants

4

Reactant 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 2819127HCID 2819127, compound

Product 1

HCID 18507414HCID 18507414, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred suspension of 2.65 g (10.7 mmol) 2-amino-4-(methylthio)-6-(2-thienyl)-pyrimidine-5-carbonitrile in 200 ml dichloromethane was added 2.79 g (10.7 mmol) 3-phenyl-2-(phenylsulfonyl)oxaziridine and stirring continued for 16 hours at room temperature. The resulting crystals were collected by filtration and washed with 30 ml dichloromethane to afford 1.54 g (55%) 2-amino-4-methanesulfinyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile as a white crystalline solid. EI-MS m/e (%): 264 (M+, 20), 218 (32), 201 (20), 159 (100).

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. washwashed with 30 ml dichloromethane

Sources & evidence

ORD record
ord-49cdc2532e1443de89133f743cdd3159
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

Loading…